A facile total synthesis of ent-17beta-estradiol and structurally related analogues

A facile six-step synthesis (15.2% yield) of ent-17beta-estradiol from readily accessible precursors is described. The preparation of analogues with 2-alkyl substituents, double bond unsaturation in the C-ring, a cis C,D-ring fusion and modified substituents at C(17) is also reported.

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Bibliographische Detailangaben
Veröffentlicht in:	Steroids 2007-04, Vol.72 (4), p.351-359
Hauptverfasser:	Cai, Zu Yun, Covey, Douglas F
Format:	Artikel
Sprache:	eng
Schlagworte:	Antioxidants - chemistry Antioxidants - metabolism Antioxidants - pharmacology Biochemistry - methods Estradiol - analogs & derivatives Estradiol - chemical synthesis Estradiol - chemistry Estradiol - metabolism Ligands Neuroprotective Agents - chemistry Neuroprotective Agents - metabolism Neuroprotective Agents - pharmacology Receptors, Estrogen - metabolism Stereoisomerism Structure-Activity Relationship
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Beschreibung
Zusammenfassung:	A facile six-step synthesis (15.2% yield) of ent-17beta-estradiol from readily accessible precursors is described. The preparation of analogues with 2-alkyl substituents, double bond unsaturation in the C-ring, a cis C,D-ring fusion and modified substituents at C(17) is also reported.
ISSN:	0039-128X